Table 1.
13C NMR spectroscopic data (δ) for compounds 1−12a (δ in ppm).
| No. | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | 28.2 | 29.21 | 71.1 | 28.6 | 25.9 | 25.6 | 31.1 | 30.8 | 31.6 | 28.4 | 31.3 | 30.0 |
| 2 | 24.3 | 26.3 | 26.45 | 26.0 | 27.7 | 27.8 | 20.1 | 20.1 | 27.7 | 19.7 | 27.7 | 20.0 |
| 3 | 79.4 | 73.2 | 26.43 | 72.9 | 73.7 | 73.8 | 32.8 | 32.9 | 71.3 | 33.5 | 71.4 | 32.9 |
| 4 | 59.3 | 49.1 | 48.6 | 51.0 | 51.1 | 51.2 | 49.7 | 49.8 | 48.7 | 50.4 | 49.0 | 49.9 |
| 5 | 82.2 | 78.9 | 77.7 | 78.0 | 80.5 | 80.1 | 77.1 | 76.9 | 46.5 | 81.2 | 46.7 | 76.9 |
| 6 | 211.7 | 69.8 | 27.8 | 69.2 | 26.4 | 26.4 | 26.3 | 26.3 | 21.3 | 30.0 | 21.7 | 26.8 |
| 7 | 42.0 | 32.7 | 24.2 | 35.0 | 26.8 | 26.7 | 27.2 | 27.1 | 31.4 | 27.8 | 32.0 | 26.7 |
| 8 | 39.1 | 29.17 | 33.5 | 35.4 | 128.8 | 128.1 | 129.0 | 128.2 | 129.8 | 137.5 | 128.7 | 128.0 |
| 9 | 35.8 | 35.8 | 29.3 | 45.8 | 138.8 | 138.5 | 139.2 | 139.2 | 140.5 | 78.5 | 140.3 | 137.9 |
| 10 | 45.2 | 41.6 | 42.8 | 41.1 | 44.6 | 44.6 | 44.4 | 44.6 | 39.4 | 43.4 | 39.2 | 44.4 |
| 11 | 26.9 | 24.9 | 24.4 | 26.6 | 22.1 | 22.2 | 22.1 | 22.1 | 21.7 | 27.6 | 22.0 | 22.6 |
| 12 | 128.8 | 129.3 | 128.7 | 35.7 | 30.1 | 31.6 | 30.2 | 31.5 | 32.3 | 32.9 | 27.6 | 28.4 |
| 13 | 142.6 | 141.5 | 141.1 | 151.0 | 40.6 | 41.1 | 40.6 | 41.1 | 40.7 | 40.0 | 40.4 | 40.4 |
| 14 | 33.2 | 31.6 | 31.6 | 53.6 | 77.2 | 88.5 | 77.2 | 88.6 | 77.9 | 132.8 | 76.0 | 76.3 |
| 15 | 14.8 | 15.0 | 14.6 | 139.8 | 145.8 | 146.4 | 145.8 | 146.3 | 147.7 | 146.6 | 147.9 | 147.5 |
| 16 | 139.6 | 139.0 | 138.7 | 116.7 | 112.3 | 112.3 | 112.3 | 112.4 | 111.8 | 113.7 | 111.8 | 112.0 |
| 17 | 110.5 | 110.1 | 109.6 | 106.2 | 23.0 | 21.8 | 22.9 | 21.9 | 19.6 | 29.7 | 21.1 | 21.5 |
| 18 | 19.4 | 20.6 | 24.0 | 19.9 | 20.4 | 20.5 | 24.5 | 24.5 | 24.6 | 24.2 | 24.6 | 24.6 |
| 19 | 175.1 | 178.4 | 179.0 | 177.5 | 178.7 | 178.9 | 181.0 | 181.1 | 181.3 | 180.2 | 181.4 | 181.2 |
| 20 | 15.5 | 15.1 | 14.5 | 15.0 | 22.9 | 22.9 | 22.6 | 22.6 | 17.9 | 19.2 | 17.9 | 22.5 |
| OMe | 62.0 | 62.1 |
NMR data (δ) were measured at 125 MHz in CD3OD for 1, 5, 6, 8−12; at 150 MHz in CD3OD for 7; and at 150 MHz in DMSO-d6 for 2−4.